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From [¹¹C]CO₂ to [¹¹C]amides: a rapid one-pot synthesis via the Mitsunobu reaction.

ABSTRACT: A novel amide synthesis methodology is described using amines, CO₂ and Grignard reagents and Mitsunobu reagents. The method was applied to carbon-11 radiochemistry to label amides using cyclotron-produced [¹¹C]CO₂. The synthetic utility of the one-pot labelling methodology was demonstrated by producing [¹¹C]melatonin. The incorporation of [¹¹C]CO₂ into [¹¹C]melatonin was 36% - determined by radioHPLC 2 min post [¹¹C]CO₂ delivery.

SUBMITTER: Bongarzone S

PROVIDER: S-EPMC5708528 | biostudies-literature | 2017 May

REPOSITORIES: biostudies-literature

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From [11C]CO2 to [11C]amides: a rapid one-pot synthesis via the Mitsunobu reaction.

Bongarzone S S Runser A A Taddei C C Dheere A K Haji AKH Gee A D AD

Chemical communications (Cambridge, England) 20170501 38

A novel amide synthesis methodology is described using amines, CO2 and Grignard reagents and Mitsunobu reagents. The method was applied to carbon-11 radiochemistry to label amides using cyclotron-produced [11C]CO2. The synthetic utility of the one-pot labelling methodology was demonstrated by producing [11C]melatonin. The incorporation of [11C]CO2 into [11C]melatonin was 36% - determined by radioHPLC 2 min post [11 ...[more]

PMID: 28447672

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